H-γ-azido-Abu-OH | CAS 120042-14-0

Name: H-γ-azido-Abu-OH
Brand: BOC Sciences
Rating: 5 (1 reviews)

Catalog Number	R14-0010
Category	Azides
Molecular Formula	C4H8N4O2
Molecular Weight	144.13

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Product Introduction

H-γ-azido-Abu-OH is a specialized amino acid derivative featuring an azido functional group at the gamma position of aminobutyric acid. The presence of the azido moiety introduces reactive versatility, often leveraged in click chemistry for bioconjugation and peptide modification strategies. Its well-defined structure supports the synthesis of tailored peptides and facilitates site-specific labeling in biomolecular research. Researchers utilize this compound to probe protein interactions and design novel biomaterials in the context of chemical biology and protein engineering.

Chemical Information
Product Specification
Application

Related CAS	942518-29-8 (monohydrochloride)
Synonyms	L-Azidohomoalanine HCl salt;H-Dab(N2)-OH; L-γ-azidohomoalanine; H-γ-Aha-OH; (2S)-4-azido-2-aminobutyric acid; H-Abu(N3)-OH; L-Azidohomoalanine; (S)-2-Amino-4-azidobutanoic acid; 4-Azido-L-2-aminobutyrate; L-2-Amino-4-azidobutanoic acid
Purity	≥95%
IUPAC Name	(2S)-2-amino-4-azidobutanoic acid
Canonical SMILES	C(CN=[N+]=[N-])C(C(=O)O)N
InChI	InChI=1S/C4H8N4O2/c5-3(4(9)10)1-2-7-8-6/h3H,1-2,5H2,(H,9,10)/t3-/m0/s1
InChIKey	NNWQLZWAZSJGLY-VKHMYHEASA-N
Solubility	Soluble in Water
Appearance	Off-white Solid
Melting Point	220-223°C

Storage

Store at -20°C

H-γ-azido-Abu-OH, a versatile synthetic compound with applications in peptide and protein chemistry, is utilized for a myriad of advanced purposes. Here are four key applications:

Peptide Synthesis: A staple in the realm of peptide synthesis, H-γ-azido-Abu-OH plays a pivotal role in crafting modified peptides adorned with azide functional groups. This strategic modification sets the stage for subsequent bio-orthogonal reactions, such as click chemistry, enabling the attachment of fluorescent dyes and other molecular probes. These specialized peptides are indispensable tools for delving into the intricate realms of protein interactions and cellular processes.

Drug Delivery Systems: Harnessing the power of the azido group within H-γ-azido-Abu-OH, researchers can design targeted drug delivery systems that revolutionize therapeutic interventions. By linking drugs to peptides or proteins via click chemistry, tailored carriers are engineered to ferry medicinal agents precisely to afflicted cells or tissues. This targeted delivery strategy not only enhances drug potency but also minimizes unwanted side effects.

Bioconjugation: Empowering site-specific modifications of proteins and peptides, H-γ-azido-Abu-OH serves as a linchpin for bioconjugation through cutting-edge click chemistry methodologies. Researchers wield this technique to affix an array of molecules, ranging from polyethylene glycol (PEG) to antibodies and small ligands, onto proteins of interest.

Proteomics Research: Within the realm of proteomics, H-γ-azido-Abu-OH emerges as a crucial tool for the enrichment and identification of post-translational modifications. By embedding azide functionalities into peptides, scientists can selectively label and isolate modified proteins using azide-reactive probes. This innovative methodology unlocks avenues for in-depth exploration of protein modifications and their pivotal roles in cellular functions, propelling the boundaries of proteomics research forward.